Sleeps up to 16
Ideal for large families, reunions & groups.
Discover the perfect getaway with our spacious vacation rentals on Hilton Head Island, accommodating up to 16 guests. Ideal for large families, reunions, or group vacations, these properties offer ample space, luxurious amenities, and stunning locations. Enjoy fully-equipped kitchens, multiple living areas, numerous bedrooms, and private pools. Pair these amenities with our signature Luxury Concierge services, and you can rest assured that your vacation will be relaxing and memorable.
Situated close to the island's beautiful beaches, golf courses, tennis & pickleball courts and outdoor activities, our rentals ensure a memorable stay for everyone. Book your Hilton Head Island vacation rental today and experience unparalleled comfort and convenience for your entire group in this picturesque coastal paradise!
21 properties available
This stunning 5-bedroom, 5.5-bathroom house is nestled in the heart of North Forest Beach. Ideally situated, it boasts direct access to the pristine sandy shores of the Atlantic Ocean, making it a beach lover\'s dream come true. Step inside, and you\'ll be greeted by an open-concept living area that seamlessly combines the living room, dining area,
3 Dune Lane
![Icone Collection Icon](/images/layout/icone-collection-icon.png)
House -
$641.00 - $3,314.00 / per night
5
bedrooms
5
baths
1
half bath
16
guests
5
(19)
Welcome to 9 Flamingo Street in the charming town of Hilton Head! This stunning rental home offers a picturesque and convenient location, perfect for creating unforgettable vacation memories. This two-story retreat is designed for groups, with a private pool, a huge outdoor dining table, and five bedrooms with multiple bunk options. Spread out betw
9 Flamingo Street
House -
$263.00 - $1,377.00 / per night
5
bedrooms
3
baths
1
half bath
15
guests
4.6
(3)
Welcome to 26 Bradley Circle!
Views, views, and more views! What better way to start your day than listening to the surf, enjoying the beautiful scenery of the marsh with active wildlife, and the ocean just beyond while sipping your coffee on the deck? An expansive, gorgeous beach is just a 1-minute walk away! 26 Bradley is the perfect location o
26 Bradley Circle
House -
$333.00 - $1,473.00 / per night
5
bedrooms
5
baths
16
guests
5
(6)
Elegance is understated in this Lowcountry home, truly one of a kind. The setting could not get more perfect. This fabulous home offers 4 bedrooms, 2 master suites, 2 queen bedrooms, and a bunk room. The home boasts multiple living areas on the inside, a gourmet kitchen, and a massive backyard that includes a private pool, covered outdoor living ro
51 Haul Away
![Fairway Collection Icon](/images/layout/fairway-collection-logo.jpg)
House -
$429.00 - $1,355.00 / per night
4
bedrooms
5
baths
14
guests
5
(10)
Welcome to 13 Sea Lane! This stunning Palmetto Dunes beach home has recently undergone a full renovation, boasting 5 bedrooms and offering a short stroll to both the beach and the Robert Trent Jones Golf Course. The highlight of this retreat is the brand new private pool, perfect for unwinding and soaking up the Hilton Head Island sunshine.
Step i
13 Sea Lane
![Fairway Collection Icon](/images/layout/fairway-collection-logo.jpg)
House -
$329.00 - $1,358.00 / per night
5
bedrooms
5
baths
1
half bath
16
guests
5
(5)
Nestled within the picturesque surroundings of Palmetto Dunes on Hilton Head Island, South Carolina, this exquisite 5-bedroom house offers the epitome of coastal luxury living. Just a leisurely stroll away from the pristine sandy shores of the beach, this home combines elegant design with breathtaking natural beauty.
Upon entering, you are welcome
189 Mooring Buoy
House -
$349.00 - $980.00 / per night
5
bedrooms
4
baths
1
half bath
13
guests
5
(1)
Welcome to 10 Ketch! This oceanfront home sits in the prestigious Palmetto Dunes Resort and offers panoramic ocean views from every angle.
The great room, kitchen, and dining area make up the great room of the home; the extremely open floor plan allows for an easy flow and plenty of space for all. The huge living room boasts stunning views of the
10 Ketch
![Icone Collection Icon](/images/layout/icone-collection-icon.png)
House -
$899.00 - $3,765.00 / per night
5
bedrooms
5
baths
1
half bath
16
guests
5
(8)
Welcome to 5 Jessamine Place, only a 10-minute walk to the best beach on Hilton Head Island!
This ranch-style cottage home is newly renovated and beautifully furnished. It offers four bedrooms and four bathrooms to comfortably host up to 13 guests. Nestled on a quiet street with a big yard and private heated pool plus spa, this home is perfect fo
5 Jessamine Place
House -
$309.00 - $1,274.00 / per night
4
bedrooms
4
baths
13
guests
5
(16)
Can you just imagine hearing the birds chirping and the wildlife rustling in the greenery as you watch the herons wading in the lagoon? Can you hear the ping of the golfer’s tee shot? Is the contact between the driver and the golf ball making the sweetest sound? Can you imagine relaxing by the inviting pool while hearing the sizzle of your steak co
42 Stoney Creek
![Fairway Collection Icon](/images/layout/fairway-collection-logo.jpg)
House -
$599.00 - $2,599.00 / per night
7
bedrooms
7
baths
1
half bath
15
guests
4.8
(6)
4 Junket sits 2nd row in Palmetto Dunes with Gorgeous Updates, Private Pool, Screened porch and Lowcountry luxury living
This second-row oceanfront, pet-friendly home is the epitome of Lowcountry luxury living on the beach. You are invited to this gorgeous masterpiece with 4 bedrooms, 2 living and dining areas, and a screened porch that sits steps
4 Junket
House -
$449.00 - $1,724.00 / per night
4
bedrooms
4
baths
13
guests
4.8
(17)
This beautifully updated 5-bedroom, 4-bath home with a 2-car garage, elevator, and private pool is located at Singleton By The Beach. This home is located by the beautiful Chaplin Park, which offers free tennis, pickleball, basketball courts, and walking trails!
The coastal chic décor offers modern elegance that is perfect for a relaxing beach vac
28 Corine Lane
House -
$225.00 - $780.00 / per night
5
bedrooms
4
baths
15
guests
4.8
(10)
Welcome to 6 Grey Widgeon! This breath-taking 4th-row home is one of a kind and has everything you need and more for your next Hilton Head vacation.
The great room is spacious and is sure to keep guests feeling right at home with its stylish but cozy furnishings! Soaring ceilings and huge windows allow plenty of natural sunlight to shine through
6 Grey Widgeon
![Icone Collection Icon](/images/layout/icone-collection-icon.png)
House -
$450.00 - $1,724.00 / per night
5
bedrooms
5
baths
1
half bath
16
guests
4.9
(10)
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